Potassium Carbonate → HCID 18620125, compound

HRID 1862604Notes

Reaction equation

HRID 1862604 reaction equation
[Br:1][CH2:2][CH2:3][C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([OH:11])=[C:6]([Cl:12])[CH:5]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:20][C:21]([O:23][CH3:24])=[O:22]>CC(C)=O>[Br:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([Cl:12])[C:7]([O:11][CH2:20][C:21]([O:23][CH3:24])=[O:22])=[C:8]([Cl:10])[CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 18620126HCID 18620126, compound

Product 1

HCID 18620125HCID 18620125, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 4-(2-bromoethyl)-2,6-dichlorophenol (104 mg) in acetone (1.2 ml) were added potassium carbonate (133 mg) and methyl bromoacetate (73 μl), and the mixture was stirred for 3 hours at room temperature. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. Purification of the residue by medium pressure liquid column chromatography on silica gel (eluent: hexane/ethyl acetate=12/1) gave methyl 2-[4-(2-bromoethyl)-2,6-dichlorophenoxy]acetate (82 mg).

Workup

  1. filtrationThe insoluble material was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customPurification of the residue by medium pressure liquid column chromatography on silica gel (eluent: hexane/ethyl acetate=12/1)

Sources & evidence

ORD record
ord-a140569cc0034d5db82e5166c3bd3bc4
Source dataset
uspto-grants-2003_03
Patent number
US06538152B1

Reaction notes

Loading…